CareerPlanSign in

Sr. Director, HR Technology and AI Enablement

Mississauga, Ontario💼 Full-time🗓 2026-08-26 → 2026-09-26

Core

Leads HR technology roadmap and AI-first service delivery, executing platform migration from SAP SuccessFactors to Workday and redesigning workflows for automation.

Role type

Sr. Director, HR Technology & AI Enablement (Strategy & Delivery)

Builds

Enterprise HCM platform (Workday), agentic AI agents (Moveworks, Now Assist), and automated HR workflows.

Domain

Healthcare HR Technology / AI / Enterprise HCM

Deliverable

production ML models | product features | infrastructure

Required skills

Enterprise HCM platform migration leadership, AI agent orchestration, HR workflow redesign for automation, data governance & privacy, vendor contract negotiation, change management, people analytics, team leadership.

Preferred skills

Workday certification, ServiceNow HR Service Delivery, high-growth SaaS experience, AI governance frameworks, integration architecture, UX/service design.

Technologies

Workday, SAP SuccessFactors, Moveworks, ServiceNow Now Assist, Power BI, Qualtrics, APIs, iPaaS.

Responsibilities

Execute multi-year HR technology roadmap and sequence platforms; redesign HR workflows and AI-human handoffs pre-migration; lead end-to-end Workday migration and AI agent deployment; build data governance and responsible AI controls; lead team reskilling and drive employee adoption.

Seniority

Senior, hands-on IC leader with strategy execution

Sourced via lever · Listed on CareerPlan, which tracks 70,000+ jobs from 20+ sources.